I've always liked the look of the calendars put out by the Baltimore Sun, especially those that used drawings for the front instead of photos.
Here are a few examples from 1976-1982.
1976 Sunpapers Calendar.jpg
1977 Sunpapers Calendar.jpg
1978 Sunpapers Calendar.jpg
1980 Sunpapers Calendar.jpg
1981 Baltimore Sun Calendar.jpg
1982 Baltimore Sun Calendar.jpg